EP2402794A2 - Procédé de fabrication de substrat de résine transparente et substrat de résine transparente - Google Patents

Procédé de fabrication de substrat de résine transparente et substrat de résine transparente Download PDF

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Publication number
EP2402794A2
EP2402794A2 EP11163744A EP11163744A EP2402794A2 EP 2402794 A2 EP2402794 A2 EP 2402794A2 EP 11163744 A EP11163744 A EP 11163744A EP 11163744 A EP11163744 A EP 11163744A EP 2402794 A2 EP2402794 A2 EP 2402794A2
Authority
EP
European Patent Office
Prior art keywords
phthalocyanine pigment
substrate
transparent resin
wavelength
resin substrate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP11163744A
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German (de)
English (en)
Other versions
EP2402794A3 (fr
EP2402794B1 (fr
Inventor
Takuji Mizuno
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
TONY OPTICAL ENTERPRISES CO Ltd
Original Assignee
TONY OPTICAL ENTERPRISES CO Ltd
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Publication of EP2402794A2 publication Critical patent/EP2402794A2/fr
Publication of EP2402794A3 publication Critical patent/EP2402794A3/fr
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Publication of EP2402794B1 publication Critical patent/EP2402794B1/fr
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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041—Lenses
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
    • G02C7/108—Colouring materials

Definitions

  • the present invention relates generally to a transparent resin substrate used for glasses lenses, and more particularly to an innovative one which involves the preparation method of transparent resin substrate with a minimum transmittance less than 5% in the wavelength of 800nm - 1000nm.
  • Glasses can be used to correct the eyesight and protect the eyes from harmful infrared or ultraviolet light; so sunglasses have to be added with UV absorbent or IR absorbent for preventing UV or IR transmission.
  • Such glasses are disclosed in JP 2007-271744 and in JP 2000-7871 .
  • Transparent resin substrate made of MMA (methyl methacrylate) resin, acrylic, PC (polycarbonate) resin, or nylon is preferably used for glasses lenses, however, PC of stronger impact resistance is a preferred option of glasses lenses in view of relatively poor impact resistance of MMA; but PC requires a molding temperature over 250°C, so conventional IR absorbent may lead to degradation or decomposition, making it impossible to acquire lenses of excellent IR absorbance and impact resistance.
  • the objective of the present invention is to provide a glasses lens that can block off efficiently specific wavelength in sunlight, especially 800nm - 1000nm infrared ray; so polycarbonate (PC) resin, etc, of excellent impact resistance can be applied to the fabrication method of transparent resin substrate, thereby fabricating transparent resin substrate.
  • PC polycarbonate
  • the present invention is focuses on Phthalocyanine pigment that's not easily decomposed even in high temperature; with different molecule structures, Phthalocyanine pigment's threshold of absorbing wavelength may vary in 800nm - 1000nm; yet, the existing Phthalocyanine pigment's threshold range is extremely narrow, and the transmittance is also approx. 10%; by mixing properly Phthalocyanine pigments of different molecule structures, namely, mixing Phthalocyanine pigments of threshold within 800nm - 1000nm on the spectral transmission curve, it is possible to fabricate transparent resin substrate of targeted spectral transmission curve.
  • a fabrication method of a transparent resin substrate comprises the steps melting a resin, mixing said resin with a first Phthalocyanine pigment (A) comprising a first minimum value of a first spectral transmission curve with a transmittance less than 10% within 800nm - 850nm wavelength; mixing said resin with a second Phthalocyanine pigment (B) comprising a second minimum value of a second spectral transmission curve with a transmittance less than 10% within 950nm - 1000nm wavelength; mixing said resin with a third Phthalocyanine pigment (C) comprising a third minimum value of a third spectral transmission curve with a transmittance less than 10% within 875nm - 925nm wavelength; injection molding of said mixed resin in a cavity; and obtaining a transparent resin substrate comprising an overall spectral transmission curve having within 800nm - 1000nm wavelength a minimum value area with a transmittance less than 5%, wherein an overall weight portion of the first Phthalocyanine pigment (A) comprising
  • the transparent resin substrate is provided with one of the groups of polarizing and dimming means.
  • the preferred embodiment of said resin is shown by polycarbonate resin defined in Claim 3; moreover, the specific value of Phthalocyanine pigment (A), (B), (C) is as follows: 16.0ppm - 17.0ppm for Phthalocyanine pigment (A), 18.5ppm - 19.5ppm for (B), and 16.0ppm - 17.0ppm for (C).
  • said transparent resin substrate comprises a resin that is injection molded by the melted resin, comprising a weight portion of the first Phthalocyanine pigment (A) compared to the substrate weight is 16.0ppm - 17.0ppm, the weight portion of the second Phthalocyanine pigment (B) compared to the substrate weight is 18.5ppm - 19.5ppm, and the weight portion of the third Phthalocyanine pigment (C) compared to the substrate weight is 16.0ppm - 17.0ppm.
  • Phthalocyanine pigments (A), (B), (C) represent one or several types.
  • said transparent resin substrate is provided with one of the groups of polarizing and dimming means.
  • the preferred embodiment of said resin is shown by polycarbonate resin defined in Claim 6; moreover, the weight portion of Phthalocyanine pigments (A), (B), (C) compared to the substrate weight is 16.0ppm - 17.0ppm for the first Phthalocyanine pigment (A), 18.5ppm - 19.5ppm for the second Phthalocyanine pigment (B), and 16.0ppm - 17.0ppm for the third Phthalocyanine pigment (C).
  • the transparent resin substrate is provided with eyesight correction means.
  • the present invention can provide a transparent resin substrate that can block off efficiently specific wavelength in sunlight, especially 800nm - 1000nm infrared ray.
  • Phthalocyanine pigment is a well-known pigment that can absorb IR ray, and its threshold of absorbing wavelength may vary due to different molecule structures; as shown in FIG. 1 , there are currently available with Phthalocyanine pigments of different thresholds of absorbing wavelength for various purposes;
  • Phthalocyanine pigment is represented by "EX Color®” made by Nippon Shokubai Co., Ltd; Said Phthalocyanine pigment is dissolved by the solvent such as methyl ethyl ketone or 2-butane and toluene; in such state, the transmittance spectrum can be analyzed by the solvent; FIGS. 1 and 2 depict the transmittance spectrum showing mixture of toluene solvent at 5% weight with Phthalocyanine pigments of different molecule structures;
  • the Phthalocyanine pigment of the present invention has a minimum value of spectral transmission curve with a transmittance less than 10%, at 800nm - 1000nm wavelength;
  • FIGS. 1 and 2 depict the preferred embodiments of Phthalocyanine pigment.
  • Phthalocyanine pigment around 820nm has a threshold with a transmittance less than 10%
  • Phthalocyanine pigment, around 850nm has a threshold with a transmittance less than 10%
  • Phthalocyanine pigment, around 850nm has a threshold with a transmittance less than 10%
  • Phthalocyanine pigment around 880nm has a threshold with a transmittance less than 10%
  • Phthalocyanine pigment around 970nm has a threshold with a transmittance less than 10%
  • Phthalocyanine pigment around 980nm has a threshold with a transmittance less than 10%.
  • Phthalocyanine pigments shown in FIGS. 1 and 2 Over two pigments of different thresholds at 0.1ppm - 50ppm are melted and mixed into 250°C - 300°C polycarbonate; in the case of less than 0.1ppm, IR ray is almost not absorbed; in the case of excess of 50ppm, visible light may be blocked off; in the range of visible light (approx. 500nm - 700nm wavelength), the lower limit of permitted transmittance is about 15%;
  • Phthalocyanine pigment around 820nm with a transmittance less than 10% as shown in FIG. 1(a) Phthalocyanine pigment around 980nm with a transmittance less than 10% as shown In FIG. 2(a) or FIG. 2(b) ; and Phthalocyanine pigment around 880nm with a transmittance less than 10% as shown in FIG. 1(c) .
  • the transmittance of visible light is guaranteed to be within a spectral transmission curve over 15%, and the standard mixed amount can be obtained experimentally; for instance, within 0.1ppm - 50ppm weight, Phthalocyanine pigments of different structures are mixed properly (e.g. by 15ppm), with the spectral transmission curve of the transparent resin substrate shown in FIG. 3 ; in this transmittance spectrum, high IR absorbing energy less than 5% may occur around 800nm - 880nm and 970nm, about 10% peak around 900nm, and then a sharp spectral transmission curve may occur from 970nm to form an overall waveform.
  • Phthalocyanine pigment with a threshold around 900nm and 970nm may be properly added or increased; next, transmittance spectrum is obtained for the transparent resin substrate to analyze the spectral transmission curve; by repeating these steps, it is possible to determine the optimum combination of Phthalocyanine pigments; furthermore, given the higher price of Phthalocyanine pigment, the amount of Phthalocyanine pigment shall be reduced to obtain the lowest-cost combination after reaching the intended spectral transmission curve.
  • Phthalocyanine pigment combinations are mixed into polycarbonate melted at 250°C - 300°C, then the mixed solvent is injected into the cavity to obtain a transparent resin substrate that has a flat minimum value area with a transmittance less than 5%, and spectral transmission curve at 800nm - 1000nm wavelength; this transparent resin substrate can be used as optical instruments such as lens or filters, or molded into the glasses lenses of excellent IR absorbance with preset size and shape.
  • the transparent resin substrate of the present invention can also be provided with polarizing and/or dimming or eyesight correction functions; additionally, other pigments or additives can be added where necessary.
  • Phthalocyanine pigment (B) the same with IR910 (maximum absorption wavelength is 977nm when 5% weight is melted in chloroform solvent, as shown in FIG. 4(b) )
  • Phthalocyanine pigment (C) the same with IR20 (maximum absorption wavelength is 904nm when 5% weight is melted in chloroform solvent, as shown in FIG. 4(c) )
  • FIG. 5 depicts a transmittance spectrum of transparent resin substrate (glasses lenses) when the aforementioned (A), (B), (C) are defined at 16.5g, 19.0g, 16.5g in the center of the range; the transparent resin substrate has a flat minimum value area with a transmittance less than 5% (almost 0), at the spectral transmission curve of 800nm - 1000nm.
  • FIG. 6 depicts a preferred embodiment of the transparent resin substrate (glasses lenses) of polarizing functions suitable for the present invention
  • a broken line represents the spectral transmission curve of transparent resin substrate of polarizing functions; a polarizer can be adhered onto at least one surface of the transparent resin substrate; a common transparent resin substrate of polarizing functions cannot inhibit IR transmission functions, enabling to transmit over 90% of 800nm - 1000nm wavelength;
  • IR absorption functions of the present invention are applied to the transparent resin substrate of polarizing functions, it is possible to obtain a transparent resin substrate which has a flat minimum value area with a transmittance less than 5% (almost 0), at the spectral transmission curve of 800nm - 1000nm.
  • the present invention is not limited to the aforementioned preferred embodiment
  • the transparent resin substrate of the present invention can be provided with polarizing and/or dimming functions, and especially eyesight correction functions for glasses lenses;
  • Phthalocyanine pigment (A) within 800nm - 850nm wavelength, and with a minimum value of spectral transmission curve with a transmittance less than 10%
  • Phthalocyanine pigment (B) within 950nm - 1000nm wavelength, and with a minimum value of spectral transmission curve with a transmittance less than 10%
  • Phthalocyanine pigment (C) within 875nm - 925nm wavelength, and with a minimum value of spectral transmission curve with a transmittance less than 10%
  • Phthalocyanine pigment (A), (B), (C) represent one or several types.
  • Phthalocyanine pigment or other pigments or additives can be added into the resin.
  • the transparent resin substrate of the present invention can be widely applied to common glasses, sunglasses (with polarizing or dimming functions), front-hung glasses and goggles as well as other optical instruments such as filters.

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  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Ophthalmology & Optometry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Health & Medical Sciences (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Injection Moulding Of Plastics Or The Like (AREA)
  • Eyeglasses (AREA)
  • Optical Filters (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Laminated Bodies (AREA)
EP11163744.3A 2010-05-11 2011-04-26 Procédé de fabrication de substrat de résine transparente et substrat de résine transparente Not-in-force EP2402794B1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2010109253A JP5166482B2 (ja) 2010-05-11 2010-05-11 透光性樹脂基材の製造方法及び透光性樹脂基材

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EP2402794A2 true EP2402794A2 (fr) 2012-01-04
EP2402794A3 EP2402794A3 (fr) 2012-06-06
EP2402794B1 EP2402794B1 (fr) 2016-10-12

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107849207A (zh) * 2015-07-13 2018-03-27 Ks试验研究株式会社 电磁波阻挡用光学组合物及利用所述光学组合物制造光学透镜的方法
EP3715916A1 (fr) * 2019-03-25 2020-09-30 Essilor International Lentilles polarisées comprenant un mélange de colorants nir pour une large protection dans le domaine ir proche

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130321914A1 (en) * 2012-05-29 2013-12-05 Tony Optical Enterprises Co., Ltd. Fabrication method of transparent resin substrate along with transparent resin substrate
KR101761828B1 (ko) * 2014-07-14 2017-07-27 케이에스랩(주) 광학수지 조성물 및 이를 이용한 광학용 렌즈
JP7383537B2 (ja) 2020-03-18 2023-11-20 住化ポリカーボネート株式会社 波長選択透過性ポリカーボネート樹脂組成物
JP7449172B2 (ja) 2020-06-03 2024-03-13 三菱エンジニアリングプラスチックス株式会社 ポリカーボネート樹脂組成物
JP7425677B2 (ja) 2020-06-03 2024-01-31 三菱エンジニアリングプラスチックス株式会社 ポリカーボネート樹脂組成物

Citations (2)

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JP2000007871A (ja) 1998-06-23 2000-01-11 Kureha Chem Ind Co Ltd 樹脂組成物およびその製造法、光学フィルターおよびこれを備えた装置、熱線吸収フィルター、光ファイバーおよび眼鏡レンズ
JP2007271744A (ja) 2006-03-30 2007-10-18 Hoya Corp 光学製品

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JP3188072B2 (ja) * 1993-09-24 2001-07-16 ダイセル網干産業株式会社 プラスチックレンズ
EP0894620B1 (fr) * 1996-04-18 2007-06-06 Kanebo Trinity Holdings, Ltd. Film absorbant les rayons proches de l'infrarouge et panneau multicouches comprenant ce film
US6117370A (en) * 1998-11-11 2000-09-12 Nisshinbo Industries, Inc. Near infrared absorption filter
DE19942396A1 (de) * 1999-09-06 2001-03-08 Bayer Ag Formmassen
DE60304397T2 (de) * 2002-06-12 2007-03-08 Nippon Shokubai Co. Ltd. Phthalocyanin Verbindung, im nahen Infrarot absorbierende Farbstoffe und Wärmestrahlen-Abschirmung
JP3718185B2 (ja) * 2002-07-01 2005-11-16 協和醗酵工業株式会社 眼鏡用レンズ
JP5040645B2 (ja) * 2005-02-22 2012-10-03 旭硝子株式会社 粘着剤組成物および粘着フィルムならびに光学フィルタ
JP4942303B2 (ja) * 2005-03-16 2012-05-30 リンテック株式会社 粘着剤組成物
JP2007131748A (ja) * 2005-11-10 2007-05-31 Nippon Shokubai Co Ltd 近赤外線吸収剤を含有する感圧接着剤組成物およびその用途
JP2009244291A (ja) * 2008-03-28 2009-10-22 Dainippon Printing Co Ltd 光学フィルター
JP5075080B2 (ja) * 2008-10-02 2012-11-14 タレックス光学工業株式会社 赤外線吸収性眼鏡用レンズ基材
JP2009139964A (ja) * 2009-01-14 2009-06-25 Maguteiku:Kk 偏光複合シートとその応用方法

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JP2000007871A (ja) 1998-06-23 2000-01-11 Kureha Chem Ind Co Ltd 樹脂組成物およびその製造法、光学フィルターおよびこれを備えた装置、熱線吸収フィルター、光ファイバーおよび眼鏡レンズ
JP2007271744A (ja) 2006-03-30 2007-10-18 Hoya Corp 光学製品

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107849207A (zh) * 2015-07-13 2018-03-27 Ks试验研究株式会社 电磁波阻挡用光学组合物及利用所述光学组合物制造光学透镜的方法
EP3715916A1 (fr) * 2019-03-25 2020-09-30 Essilor International Lentilles polarisées comprenant un mélange de colorants nir pour une large protection dans le domaine ir proche
WO2020193472A1 (fr) * 2019-03-25 2020-10-01 Essilor International Lentilles polarisées comprenant un mélange de colorants nir pour une large protection nir
CN113508313A (zh) * 2019-03-25 2021-10-15 依视路国际公司 为了宽nir保护而包含nir染料混合物的偏振镜片
CN113508313B (zh) * 2019-03-25 2023-11-17 依视路国际公司 为了宽nir保护而包含nir染料混合物的偏振镜片

Also Published As

Publication number Publication date
JP5166482B2 (ja) 2013-03-21
EP2402794A3 (fr) 2012-06-06
JP2011237625A (ja) 2011-11-24
EP2402794B1 (fr) 2016-10-12

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